Chemical components from the Vietnamese soft coral Lobophytum sp.

Abstract

Chromatographic separation resulted in the identification of one new squalene derivative, named lobophytene (1), three cembranoid diterpenes (2-4), and two sterols (5 and 6) from the Vietnamese marine soft coral Lobophytum sp. Their structures were identified on the basis of extensive spectroscopic data and comparison of those with reported data. Compounds 1 and 2 showed significant cytotoxic activities against lung (A549) and colon (HT-29) cell lines with IC(50) values of 8.2 and 5.6 microM for 1; 5.1 and 1.8 microM for 2, respectively.

Anti-Inflammatory Cembranoids from the Soft Coral Lobophytum crassum

“…The 1 H, 13 C, and HSQC NMR revealed the presence of a ketone carbonyl carbon ( δ C 209.9), two ester carbonyl carbons ( δ C 170.0 and δ C 169.5), three pairs of C=C double bonds [ δ C / δ H 135.2 (C-8), 135.1 (C-15), 130.3 (C-11)/5.20 (H-11, t, J = 6.3 Hz), 129.3 (C-12), 125.7 (C-7)/4.98 (H-7, m), and 124.8 (C-3)/5.73 (H b -3, d, J = 2.5 Hz), 6.42 (H a -3, d, J = 2.5 Hz)], two oxymethines [ δ C / δ H 80.2 (C-2)/4.97 (H-2, d, J = 3.5 Hz), 75.6 (C-14)/5.09 (H-14, dt, J = 11.0, 2.5 Hz)], three tertiary methyls [ δ H 2.02 (H-14-OAc, s), 1.72 (H-20, s), and 1.49 (H-19, s)], and a secondary methyl at δ H 1.14 (H-18, d, J = 7.0 Hz) (Table 2). Detailed analysis of these NMR data suggested that 2 also displayed a type IIa cembranoid skeleton and was closely related to a previously reported compound, (1 S ,2 S ,3 E ,7 E ,11 E )-3,7,11,15-cembratetraen-17,2-olide [80], with a missing C=C double bond moiety, as well as additional groups of a ketone carbonyl ( δ C 209.9) and an acetyl [ δ C / δ H 170.0, 21.0/2.02 (s)]. According to the HMBC cross-peaks (from H-18 and H-2 to C-3; from H-2 to C-14), two additional oxygen bearing groups were added into the main 14-membered ring system, a ketone group at C-3 and an acetyl group at C-14 (Figure 4).…”

Cnidarians as a Source of New Marine Bioactive Compounds—An Overview of the Last Decade and Future Steps for Bioprospecting

“…This type of FPT inhibition enhanced interest in this group of metabolites [86]. Other species of this genus also showed cembranolide diterpenes (lobophytene) with significant cytotoxic activity against human lung adenocarcinoma (A549) and human colon adenocarcinoma (HT-29) cell lines [56]. Lobophytum durum and Lobophytum crassum produce durumolides A–C [60], durumhemiketalolide A–C [61] and crassumolides A and C [58], with anti-inflammatory effects.…”

Marine Microbes: Sources of Natural Bioactive Compounds for Application in Pharmaceutical Research

“…Những công bố quốc tế trên các đối tượng động vật biển sống ở biển Việt Nam rất hạn chế với những công trình tiêu biểu sau: Chất triterpene glycosides từ hải sâm Holothuria scabra ở Cát Bà, Hải Phòng [74], một chất squalene mới có khả năng kháng lại tế bào ung thư phổi và ung thư trực tràng, 3 cembranoid diterpenes và 2 sterols từ san hô mềm Lobophytum sp. ở Cồn Cỏ, Quảng Trị [75]. Một số các chất mới và cả các chất đã được công bố có hoạt động kháng lại nhiều dòng tế bào ung thư khác nhau từ san hô mềm Lobophytum laevigatum ở Khánh Hòa [76,77].…”